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$135+ Cheap flights from Portland to Hailey (PDX - SUN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SUN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Portland to Hailey

Cheapest flights from Portland to Hailey
Explore the most affordable flight options available from Portland to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:05 pmPDX - SUN
1 stop3h 54mDelta
Sat 11/151:06 pmSUN - PDX
1 stop4h 14mDelta
Deal found 10/27$299
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:30 amPDX - SUN
1 stop5h 56mDelta
Sun 11/163:21 pmSUN - PDX
2 stops8h 20mDelta
Deal found 10/28$304
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:30 amPDX - SUN
1 stop6h 30mDelta
Sun 12/286:42 pmSUN - PDX
1 stop6h 17mDelta
Deal found 10/29$326
This Alaska Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:51 pmPDX - SUN
1 stop3h 53mAlaska Airlines
Sun 12/287:26 pmSUN - PDX
2 stops11h 52mAlaska Airlines
Deal found 10/29$372

Cheap flight deals from Portland to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Hailey (SUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$249
(KAYAK)

One-way from

$135
(Delta)

Popular in

April

Cheapest in

May

Average price

$489
Provider with most accurate pricing for Portland-Hailey Sun Valley-Friedman flight deals.
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Provider most trusted by Cheapflights users for Portland-Hailey Sun Valley-Friedman flights.
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From Portland to Hailey Sun Valley-Friedman
Search Deals
One-way flight from Portland to Hailey Sun Valley-Friedman
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High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Hailey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Portland to Hailey that are best for you.

Fly from

Portland

Fly to

Hailey

Route

Depart

Return

Price

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 1/10

1:35 pm-9:31 pm

1 stop6h 56m

Hailey Sun Valley-Friedman

Wed 1/14

4:03 pm-11:06 pm

1 stop8h 03m

$269

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 1/10

6:00 am-12:03 pm

1 stop5h 03m

Hailey Sun Valley-Friedman

Wed 1/14

7:25 am-12:32 pm

1 stop6h 07m

$269

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 2/25

10:15 am-2:52 pm

1 stop3h 37m

Hailey Sun Valley-Friedman

Sat 2/28

1:35 pm-7:11 pm

1 stop6h 36m

$269

PortlandHailey

PDX - SUN

PDXSUN

Portland

Tue 1/27

10:00 am-2:42 pm

1 stop3h 42m

Hailey Sun Valley-Friedman

Sat 1/31

3:24 pm-8:59 pm

2 stops6h 35m

$274

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 2/28

10:15 am-2:52 pm

1 stop3h 37m

Hailey Sun Valley-Friedman

Tue 3/3

1:15 pm-8:47 pm

2 stops8h 32m

$274

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 11/12

9:59 am-2:40 pm

1 stop3h 41m

Hailey Sun Valley-Friedman

Sun 11/16

1:06 pm-4:06 pm

1 stop4h 00m

$299

PortlandHailey

PDX - SUN

PDXSUN

Portland

Thu 1/15

6:00 am-12:03 pm

1 stop5h 03m

Hailey Sun Valley-Friedman

Sun 1/18

12:43 pm-8:59 pm

2 stops9h 16m

$304

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 2/27

2:30 pm-10:45 am

2 stops19h 15m

Hailey Sun Valley-Friedman

Tue 3/3

7:15 pm-12:03 am

1 stop5h 48m

$313

PortlandHailey

PDX - SUN

PDXSUN

Portland

Mon 2/23

10:15 am-2:52 pm

1 stop3h 37m

$135

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 11/5

1:38 pm-9:35 am

1 stop18h 57m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on Portland-Hailey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Hailey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Hailey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Hailey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Hailey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Hailey

Have a flexible travel schedule? Discover the best time to fly to Hailey from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hailey

What is the cheapest month to book a flight from Portland to Hailey?

Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hailey

Get insights into the airlines that provide service to Hailey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hailey. Reviews last updated October 29, 2025.
Read through reviews of airlines operating flights from Portland to Hailey, such as Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,206 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,206 reviews
Alaska Airlines
8.0
Very good
11,206 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,994 reviews
Alaska Airlines
8.0
Very good
11,206 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Portland to Hailey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Hailey?

    For as low as $269, Alaska Airlines can have you in Hailey from Portland in 4h 14m. The distance between Portland and Hailey is about 433 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland to Hailey round-trip?

    According to our current data, Delta ($268), and Alaska Airlines ($296) offers the cheapest pricing from Portland to Hailey. Delta is currently priced 47% below the average price you’ll pay for this route.

  • Can I find deals for flights from Portland to Hailey that include hotel bookings?

    Yes. In addition to deals on Portland to Hailey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Hailey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Hailey.

  • Can I find deals for business class flights from Portland to Hailey?

    Yes. Cheapflights offers flight deals from Portland to Hailey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Hailey?

    Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Stanley

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Top 2 airlines flying from Portland to Hailey

Discover the top 2 airlines that operate flights from Portland to Hailey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$503FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$296Average$502FlexibilityNo cancel feeOn-time75%

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